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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:43:27 UTC

Update Date

2023-02-21 17:20:34 UTC

HMDB ID

HMDB0031459

Secondary Accession Numbers

HMDB31459

Metabolite Identification

Common Name

3-Methoxybenzaldehyde

Description

3-Methoxybenzaldehyde is found in cloves. Anisaldehyde, or anisic aldehyde, is an organic compound that consists of a benzene ring substituted with an aldehyde and a methoxy group. It is a clear colorless liquid with a strong aroma. It comes in 3 varieties, ortho, meta, and para in which the two functional groups (methoxy and aldehyde) are alpha, beta, and gamma, respectively to each other. The unmodified term anisaldehyde generally refers to the para isomer. Anisaldehyde is found in anise, from which it gets its name. It is similar in structure to vanillin. (Wikipedia

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
3-Anisaldehyde	ChEBI
m-Anisaldehyde	ChEBI
m-Methoxybenzaldehyde	ChEBI
Meta-anisaldehyde	ChEBI
Meta-methoxybenzaldehyde	ChEBI
Metamethoxybenzaldehyde	ChEBI
3-Methoxy-benzaldehyde	ChEMBL, HMDB
m-Anisaldehyde, 8ci	HMDB
m-Anisic aldehyde	HMDB

Chemical Formula

C₈H₈O₂

Average Molecular Weight

136.1479

Monoisotopic Molecular Weight

136.0524295

IUPAC Name

3-methoxybenzaldehyde

Traditional Name

benzaldehyde, 3-methoxy-

CAS Registry Number

591-31-1

SMILES

COC1=CC(C=O)=CC=C1

InChI Identifier

InChI=1S/C8H8O2/c1-10-8-4-2-3-7(5-8)6-9/h2-6H,1H3

InChI Key

WMPDAIZRQDCGFH-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzoyl derivatives. These are organic compounds containing an acyl moiety of benzoic acid with the formula (C6H5CO-).

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoyl derivatives

Direct Parent

Benzoyl derivatives

Alternative Parents

Substituents

Phenoxy compound
Methoxybenzene
Phenol ether
Benzoyl
Benzaldehyde
Anisole
Aryl-aldehyde
Alkyl aryl ether
Ether
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Aldehyde
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

a small molecule (CPD-8779 )

Ontology

Physiological effect

Organoleptic effect

Odor

Anisic

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0031459)
Cytoplasm (HMDB: HMDB0031459)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0031459)

Source

Endogenous

Endogenous (HMDB: HMDB0031459)

Plant

Plant (HMDB: HMDB0031459)

Exogenous

Food

Food (HMDB: HMDB0031459)

Herb and spice

Spice

Cloves (FooDB: FOOD00179)

Process

Not Available

Role

Not Available

Physical Properties

State

Liquid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	143.00 °C. @ 50.00 mm Hg	The Good Scents Company Information System
Water Solubility	3010 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	1.710	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	1.98 g/L	ALOGPS
logP	1.62	ALOGPS
logP	1.53	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Basic)	-4.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	26.3 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	39.11 m³·mol⁻¹	ChemAxon
Polarizability	13.96 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	129.194	31661259
DarkChem	[M-H]-	128.481	31661259
DeepCCS	[M+H]+	127.611	30932474
DeepCCS	[M-H]-	123.929	30932474
DeepCCS	[M-2H]-	161.541	30932474
DeepCCS	[M+Na]+	136.74	30932474
AllCCS	[M+H]+	127.6	32859911
AllCCS	[M+H-H2O]+	122.9	32859911
AllCCS	[M+NH4]+	132.0	32859911
AllCCS	[M+Na]+	133.3	32859911
AllCCS	[M-H]-	125.8	32859911
AllCCS	[M+Na-2H]-	127.5	32859911
AllCCS	[M+HCOO]-	129.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3-Methoxybenzaldehyde	COC1=CC(C=O)=CC=C1	2109.9	Standard polar	33892256
3-Methoxybenzaldehyde	COC1=CC(C=O)=CC=C1	1182.9	Standard non polar	33892256
3-Methoxybenzaldehyde	COC1=CC(C=O)=CC=C1	1215.3	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - 3-Methoxybenzaldehyde EI-B (Non-derivatized)	splash10-000i-2900000000-9f5cfeb0078b71478646	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 3-Methoxybenzaldehyde EI-B (Non-derivatized)	splash10-000i-9800000000-8c6402d697d352358d8e	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 3-Methoxybenzaldehyde EI-B (Non-derivatized)	splash10-000i-2900000000-9f5cfeb0078b71478646	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 3-Methoxybenzaldehyde EI-B (Non-derivatized)	splash10-000i-9800000000-8c6402d697d352358d8e	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Methoxybenzaldehyde GC-MS (Non-derivatized) - 70eV, Positive	splash10-059i-5900000000-388ad11af54a4491c500	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Methoxybenzaldehyde GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Methoxybenzaldehyde GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Methoxybenzaldehyde 10V, Positive-QTOF	splash10-000i-0900000000-62f002eae16fe3df5e68	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Methoxybenzaldehyde 20V, Positive-QTOF	splash10-000i-0900000000-84f3e0d87c95fb96d260	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Methoxybenzaldehyde 40V, Positive-QTOF	splash10-0ue9-9200000000-d5c4904d1894da0930bd	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Methoxybenzaldehyde 10V, Negative-QTOF	splash10-000i-0900000000-e5a9b53dddddfa07386d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Methoxybenzaldehyde 20V, Negative-QTOF	splash10-000i-0900000000-c0f50ae930e7b4831497	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Methoxybenzaldehyde 40V, Negative-QTOF	splash10-0kdi-9200000000-043b79d2a69ed5945403	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Methoxybenzaldehyde 10V, Negative-QTOF	splash10-000i-0900000000-85183aae6dd12de03af0	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Methoxybenzaldehyde 20V, Negative-QTOF	splash10-052r-0900000000-da4dcfe23b1bc889a555	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Methoxybenzaldehyde 40V, Negative-QTOF	splash10-0pdl-9100000000-be987e71c16b016a2eaa	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Methoxybenzaldehyde 10V, Positive-QTOF	splash10-052r-0900000000-039acf4403c9b4099eec	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Methoxybenzaldehyde 20V, Positive-QTOF	splash10-0a4r-7900000000-494739f0db1b13dbd4fe	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Methoxybenzaldehyde 40V, Positive-QTOF	splash10-0udi-9000000000-2e59809a26658357f2f6	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-03	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB007192

KNApSAcK ID

C00051617

Chemspider ID

21106184

KEGG Compound ID

Not Available

BioCyc ID

CPD-8779

BiGG ID

Not Available

Wikipedia Link

4-Anisaldehyde

METLIN ID

Not Available

PubChem Compound

11569

PDB ID

Not Available

ChEBI ID

136805

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1039091

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Duke, James A. (1992) Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.. .

Showing metabocard for 3-Methoxybenzaldehyde (HMDB0031459)

MOL for HMDB0031459 (3-Methoxybenzaldehyde)

3D MOL for HMDB0031459 (3-Methoxybenzaldehyde)

3D SDF for HMDB0031459 (3-Methoxybenzaldehyde)

3D-SDF for HMDB0031459 (3-Methoxybenzaldehyde)

PDB for HMDB0031459 (3-Methoxybenzaldehyde)

3D PDB for HMDB0031459 (3-Methoxybenzaldehyde)

SMILES for HMDB0031459 (3-Methoxybenzaldehyde)

INCHI for HMDB0031459 (3-Methoxybenzaldehyde)

Structure for HMDB0031459 (3-Methoxybenzaldehyde)

3D Structure for HMDB0031459 (3-Methoxybenzaldehyde)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra